Synthesis, docking and pharmacological evaluation of novel homo- and hetero-bis 3-piperazinylpropylindole derivatives at SERT and 5-HT1A receptor

被引：11

作者：

Pessoa-Mahana, Hernan ^{[1
]}

Gonzalez-Lira, Christian ^{[1
]}

Fierro, Angelica ^{[2
]}

Zapata-Torres, Gerald ^{[3
]}

David Pessoa-Mahana, C. ^{[4
]}

Ortiz-Severin, Javiera ^{[5
]}

Iturriaga-Vasquez, Patricio ^{[5
]}

Reyes-Parada, Miguel ^{[6
,7
]}

Silva-Matus, Paul ^{[1
]}

Saitz-Barria, Claudio ^{[1
]}

Araya-Maturana, Ramiro ^{[1
]}

机构：

[1] Univ Chile, Dept Quim Organ & Fisicoquim, Fac Ciencias Quim & Farmaceut, Santiago 1, Chile

[2] Pontificia Univ Catolica Chile, Fac Quim, Dept Quim Organ, Santiago, Chile

[3] Univ Chile, Unidad Graf Mol, Dept Quim Inorgan & Analit, Fac Ciencias Quim & Farmaceut, Santiago 1, Chile

[4] Pontificia Univ Catolica Chile, Dept Farm, Santiago 22, Chile

[5] Univ Chile, Fac Ciencias, Dept Quim, Santiago 1, Chile

[6] Univ Santiago Chile, Fac Ciencias Med, Escuela Med, Santiago, Chile

[7] Univ Autonoma Chile, Fac Ciencias Salud, Talca, Chile

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2013年 / 21卷 / 24期

关键词：

Piperazinylpropylindole derivatives; Serotonin transporter; 5-Hydroxytryptamine 1A receptor; Bivalent ligands; Docking; NEUROTRANSMITTER TRANSPORTERS; SEROTONIN TRANSPORTER; ANTIDEPRESSANT DRUGS; BACTERIAL HOMOLOG; AUTOMATED DOCKING; ANTAGONISTS; REUPTAKE; AFFINITY; ANALOGS;

D O I：

10.1016/j.bmc.2013.10.036

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A series of 3-(3-(4-(3-(1H-indol-3-yl)propyl)piperazin-1-yl)propyl)-1H-indole derivatives (3a-d and 5a-f) as homo-and hetero-bis-ligands, were synthesized and evaluated for in vitro affinity at the serotonin transporter (SERT) and the 5-HT1A receptor. Compounds 5b and 5f showed nanomolar affinities for both targets. The experimental data were rationalized according to results obtained from docking experiments. These findings are in agreement with our proposal that bis-indole derivatives can bind both targets, and might serve as leads in the quest of ligands endowed with a dual mechanism of action. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：7604 / 7611

页数：8

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